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Synthesis of C(3)-symmetric star-shaped molecules containing α-amino acids and dipeptides via Negishi coupling as a key step

We demonstrate a new synthetic strategy toward star-shaped C(3)-symmetric molecules containing α-amino acid (AAA) derivatives and dipeptides. In this regard, trimerization and Negishi cross-coupling reactions are used as the key steps starting from readily available 4’-iodoacetophenone and L-serine....

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Autores principales: Kotha, Sambasivarao, Todeti, Saidulu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6369998/
https://www.ncbi.nlm.nih.gov/pubmed/30800186
http://dx.doi.org/10.3762/bjoc.15.33
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author Kotha, Sambasivarao
Todeti, Saidulu
author_facet Kotha, Sambasivarao
Todeti, Saidulu
author_sort Kotha, Sambasivarao
collection PubMed
description We demonstrate a new synthetic strategy toward star-shaped C(3)-symmetric molecules containing α-amino acid (AAA) derivatives and dipeptides. In this regard, trimerization and Negishi cross-coupling reactions are used as the key steps starting from readily available 4’-iodoacetophenone and L-serine. These C(3)-symmetric molecules containing AAA moieties are useful to design new ligands suitable for asymmetric synthesis and peptide dendrimers.
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spelling pubmed-63699982019-02-22 Synthesis of C(3)-symmetric star-shaped molecules containing α-amino acids and dipeptides via Negishi coupling as a key step Kotha, Sambasivarao Todeti, Saidulu Beilstein J Org Chem Full Research Paper We demonstrate a new synthetic strategy toward star-shaped C(3)-symmetric molecules containing α-amino acid (AAA) derivatives and dipeptides. In this regard, trimerization and Negishi cross-coupling reactions are used as the key steps starting from readily available 4’-iodoacetophenone and L-serine. These C(3)-symmetric molecules containing AAA moieties are useful to design new ligands suitable for asymmetric synthesis and peptide dendrimers. Beilstein-Institut 2019-02-08 /pmc/articles/PMC6369998/ /pubmed/30800186 http://dx.doi.org/10.3762/bjoc.15.33 Text en Copyright © 2019, Kotha and Todeti https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Kotha, Sambasivarao
Todeti, Saidulu
Synthesis of C(3)-symmetric star-shaped molecules containing α-amino acids and dipeptides via Negishi coupling as a key step
title Synthesis of C(3)-symmetric star-shaped molecules containing α-amino acids and dipeptides via Negishi coupling as a key step
title_full Synthesis of C(3)-symmetric star-shaped molecules containing α-amino acids and dipeptides via Negishi coupling as a key step
title_fullStr Synthesis of C(3)-symmetric star-shaped molecules containing α-amino acids and dipeptides via Negishi coupling as a key step
title_full_unstemmed Synthesis of C(3)-symmetric star-shaped molecules containing α-amino acids and dipeptides via Negishi coupling as a key step
title_short Synthesis of C(3)-symmetric star-shaped molecules containing α-amino acids and dipeptides via Negishi coupling as a key step
title_sort synthesis of c(3)-symmetric star-shaped molecules containing α-amino acids and dipeptides via negishi coupling as a key step
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6369998/
https://www.ncbi.nlm.nih.gov/pubmed/30800186
http://dx.doi.org/10.3762/bjoc.15.33
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